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Jerry.ai is a pre-IPO insurtech startup that has raised $240M, serves 5M+ customers, and is profitable. The company is building an AI-powered platform to manage car and home ownership—covering insurance, maintenance, repairs, buying, and selling. Jerry launched car insurance in 2019 and became a top-three broker in the US, gaining early traction through proprietary generative AI systems built in-house before off-the-shelf platforms existed.
As Product Owner for AI Agents and Automation, you will lead the development and scaling of Jerry's sophisticated AI platform, which already automates over 70% of inbound sales and service requests (50k+ chats monthly). You'll sit at the intersection of product, engineering, and applied AI, owning the roadmap for customer-facing agentic AI experiences, voicebot capabilities, computer-use agents, and consumer AI applications.
Key responsibilities include: leading end-to-end development from roadmap to rollout; partnering with engineers on prompt strategies, evaluation frameworks, and guardrails; serving as technical translator between engineering and the broader organization; driving systematic improvement in answer quality, customer satisfaction, and automation rates through experimentation; and collaborating with OpenAI partners to evaluate and deploy next-generation voice models and workflow automation.
You will report directly to the COO, leading one of the company's most important growth levers. The role requires a technologist who reads AI release notes, builds custom workflows, thinks in systems, experiments constantly, is data-driven (comfortable with SQL), and can navigate technical tradeoffs pragmatically. Ideal candidates have 3+ years in technical roles such as forward-deployed engineering or technical product management at fast-paced startups, with a track record of turning complex strategic ideas into scalable, production-grade products.
